2-Methylbenzenesulfonic acid → HCID 21501677, compound

HRID 1580017Notes

Reaction equation

HRID 1580017 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[S:7][C:6]([N:8]2[CH:13]([OH:14])[CH2:12][CH2:11][N:10]([CH3:15])[C:9]2=[O:16])=[N:5][N:4]=1.[C:19]1(C)C(S(O)(=O)=O)=CC=CC=1>CO>[F:18][C:2]([F:1])([F:17])[C:3]1[S:7][C:6]([N:8]2[CH:13]([O:14][CH3:19])[CH2:12][CH2:11][N:10]([CH3:15])[C:9]2=[O:16])=[N:5][N:4]=1

Participants

4

Reactant 2

HCID 69252-Methylbenzenesulfonic acidHCID 21400101tetrahydro-1-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-3-methyl-6-hydroxy-2(1H)-pyrimidinone

Product 1

HCID 21501677HCID 21501677, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Tetrahydro-1-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-3-methyl-6-hydroxy-2(1H)-pyrimidinone (7 grams), methyl alcohol (50 ml) and toluenesulfonic acid (0.2 grams) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux heated The reaction mixture is then heated at reflux for a period of about 24 hours. After this time the mixture is stripped of unreacted alcohol under reduced pressure to yield a solid product. This product is then recrystallized to yield the desired product tetrahydro-1-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)-3-methyl-6-methoxy-2(1H)-pyrimidinone.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux
  3. temperatureheated The reaction mixture
  4. temperatureis then heated
  5. temperatureat reflux for a period of about 24 hours
  6. customto yield a solid product
  7. customThis product is then recrystallized

Sources & evidence

ORD record
ord-950cd316b09d4df9b53089e502550a94
Source dataset
uspto-grants-1976_01
Patent number
US03932410

Reaction notes

Loading…